#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:48:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179541 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/10/4501082.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4501082
loop_
_publ_author_name
'Roy, Sandipan'
'Biradha, Kumar'
_publ_section_title
;
 Two-Component Supramolecular Organic Hosts as Colorimetric Indicators for
 Aromatic Guests: Visual Molecular Recognition via Cation−π
 Interactions
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4120
_journal_paper_doi               10.1021/cg200690c
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C59 H44 N2 O17'
_chemical_formula_weight         1052.96
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.023(14)
_cell_angle_beta                 105.456(15)
_cell_angle_gamma                98.199(15)
_cell_formula_units_Z            1
_cell_length_a                   8.150(4)
_cell_length_b                   12.611(6)
_cell_length_c                   13.746(7)
_cell_measurement_reflns_used    4100
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.68
_cell_volume                     1236.0(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.941
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Bruker CCD APEX 2'
_diffrn_measurement_method       hemisphere
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1107
_diffrn_reflns_av_sigmaI/netI    0.1539
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13602
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            dark-red
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.785
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4100
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.785
_refine_ls_R_factor_all          0.1886
_refine_ls_R_factor_gt           0.0710
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0988P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1395
_refine_ls_wR_factor_ref         0.1852
_reflns_number_gt                1578
_reflns_number_total             4100
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200690c_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4501082
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.1304(5) 0.6811(3) 0.2759(4) 0.0647(12) Uani 1 1 d .
H1N H 0.1543 0.6250 0.2297 0.078 Uiso 1 1 calc R
C24 C 0.0284(6) 0.9561(4) 0.5074(3) 0.0549(13) Uani 1 1 d .
H24 H 0.0517 0.9552 0.5771 0.066 Uiso 1 1 calc R
C31 C 0.4737(6) 1.0831(4) 0.5890(4) 0.0625(14) Uani 1 1 d .
C36 C 0.5635(6) 0.9061(4) 0.5118(5) 0.0657(14) Uani 1 1 d .
C38 C 0.5376(7) 0.9879(5) 0.5995(4) 0.0708(15) Uani 1 1 d .
H38 H 0.5625 0.9800 0.6664 0.085 Uiso 1 1 calc R
C33 C 0.3883(9) 1.2611(7) 0.6626(9) 0.137(4) Uani 1 1 d .
H33 H 0.3723 1.3180 0.7210 0.164 Uiso 1 1 calc R
C32 C 0.4487(8) 1.1697(6) 0.6778(5) 0.102(2) Uani 1 1 d .
H32 H 0.4730 1.1648 0.7459 0.123 Uiso 1 1 calc R
C35 C 0.6257(8) 0.8077(6) 0.5207(6) 0.104(2) Uani 1 1 d .
H35 H 0.6505 0.7986 0.5869 0.124 Uiso 1 1 calc R
C39 C 0.6481(11) 0.7303(7) 0.4355(10) 0.135(3) Uani 1 1 d .
H39 H 0.6902 0.6679 0.4434 0.162 Uiso 1 1 calc R
C1 C -0.0885(5) 0.2266(3) 0.0587(3) 0.0388(10) Uani 1 1 d .
O3 O 0.2377(4) 0.4775(3) 0.1719(2) 0.0561(9) Uani 1 1 d .
O8 O -0.2526(5) 0.5163(3) 0.0154(3) 0.0735(11) Uani 1 1 d .
H8 H -0.2375 0.5269 -0.0376 0.110 Uiso 1 1 calc R
O4 O 0.1909(4) 0.3926(3) 0.2824(3) 0.0611(9) Uani 1 1 d .
C9 C -0.1877(5) 0.2955(3) 0.1245(3) 0.0419(11) Uani 1 1 d .
O1 O -0.4177(4) -0.0333(2) -0.1524(2) 0.0596(9) Uani 1 1 d .
H1 H -0.5249 -0.0565 -0.1703 0.089 Uiso 1 1 calc R
O2 O -0.4628(4) 0.1192(3) -0.0337(3) 0.0802(11) Uani 1 1 d .
O6 O -0.2272(4) 0.1039(3) 0.2541(2) 0.0577(9) Uani 1 1 d .
O5 O 0.0365(4) 0.2061(3) 0.2832(2) 0.0642(9) Uani 1 1 d .
H5O H 0.0797 0.2672 0.2803 0.096 Uiso 1 1 calc R
C14 C -0.2555(5) 0.3851(3) 0.1009(3) 0.0399(11) Uani 1 1 d .
C6 C 0.0939(5) 0.2757(3) 0.0908(3) 0.0380(10) Uani 1 1 d .
C2 C -0.1702(5) 0.1204(3) -0.0310(3) 0.0377(10) Uani 1 1 d .
C13 C -0.3467(6) 0.4459(4) 0.1640(4) 0.0495(12) Uani 1 1 d .
H13 H -0.3892 0.5053 0.1491 0.059 Uiso 1 1 calc R
C11 C -0.3073(6) 0.3329(4) 0.2729(4) 0.0566(13) Uani 1 1 d .
H11 H -0.3264 0.3147 0.3297 0.068 Uiso 1 1 calc R
O7 O -0.2036(5) 0.3485(3) -0.0679(3) 0.0852(13) Uani 1 1 d .
C10 C -0.2118(5) 0.2738(3) 0.2131(3) 0.0423(11) Uani 1 1 d .
C5 C 0.1927(6) 0.2166(4) 0.0328(3) 0.0471(12) Uani 1 1 d .
H5 H 0.3131 0.2484 0.0538 0.057 Uiso 1 1 calc R
C7 C -0.3617(6) 0.0703(4) -0.0697(4) 0.0475(12) Uani 1 1 d .
C12 C -0.3744(6) 0.4191(4) 0.2478(4) 0.0569(13) Uani 1 1 d .
H12 H -0.4384 0.4587 0.2880 0.068 Uiso 1 1 calc R
C16 C -0.1345(7) 0.1861(4) 0.2499(3) 0.0497(12) Uani 1 1 d .
C4 C 0.1121(6) 0.1116(4) -0.0554(4) 0.0499(12) Uani 1 1 d .
H4 H 0.1782 0.0723 -0.0939 0.060 Uiso 1 1 calc R
C3 C -0.0661(6) 0.0639(4) -0.0871(3) 0.0463(11) Uani 1 1 d .
H3 H -0.1186 -0.0073 -0.1471 0.056 Uiso 1 1 calc R
C8 C 0.1805(5) 0.3896(4) 0.1873(4) 0.0434(11) Uani 1 1 d .
C15 C -0.2337(6) 0.4121(4) 0.0088(4) 0.0479(12) Uani 1 1 d .
C19 C 0.0579(6) 0.8600(4) 0.4236(3) 0.0508(12) Uani 1 1 d .
C18 C 0.1240(7) 0.7732(4) 0.4512(4) 0.0660(15) Uani 1 1 d .
H18 H 0.1439 0.7757 0.5219 0.079 Uiso 1 1 calc R
C20 C 0.0283(7) 0.8495(4) 0.3175(4) 0.0647(14) Uani 1 1 d .
H20 H -0.0181 0.9038 0.2950 0.078 Uiso 1 1 calc R
C21 C 0.0664(7) 0.7594(5) 0.2437(4) 0.0722(15) Uani 1 1 d .
H21 H 0.0475 0.7533 0.1720 0.087 Uiso 1 1 calc R
C17 C 0.1584(7) 0.6874(4) 0.3767(5) 0.0693(15) Uani 1 1 d .
H17 H 0.2029 0.6309 0.3964 0.083 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C17 N1 C21 121.7(4) . .
C24 C24 C19 125.4(5) 2_576 .
C36 C31 C38 119.0(4) 2_676 .
C36 C31 C32 118.5(6) 2_676 .
C38 C31 C32 122.4(6) . .
C38 C36 C31 120.0(5) . 2_676
C38 C36 C35 121.6(6) . .
C31 C36 C35 118.4(6) 2_676 .
C36 C38 C31 120.9(5) . .
C39 C33 C32 121.1(8) 2_676 .
C33 C32 C31 119.5(7) . .
C39 C35 C36 120.5(7) . .
C35 C39 C33 121.9(8) . 2_676
C2 C1 C6 120.3(4) . .
C2 C1 C9 122.7(4) . .
C6 C1 C9 116.9(3) . .
C10 C9 C14 117.9(4) . .
C10 C9 C1 119.9(3) . .
C14 C9 C1 122.3(4) . .
C13 C14 C9 119.9(4) . .
C13 C14 C15 119.8(4) . .
C9 C14 C15 120.3(4) . .
C5 C6 C1 119.7(4) . .
C5 C6 C8 120.4(4) . .
C1 C6 C8 119.9(3) . .
C1 C2 C3 118.2(4) . .
C1 C2 C7 121.4(4) . .
C3 C2 C7 120.4(4) . .
C12 C13 C14 120.8(4) . .
C10 C11 C12 120.0(4) . .
C11 C10 C9 121.2(4) . .
C11 C10 C16 116.6(4) . .
C9 C10 C16 122.1(4) . .
C4 C5 C6 119.9(4) . .
O2 C7 O1 121.5(4) . .
O2 C7 C2 124.4(4) . .
O1 C7 C2 114.0(4) . .
C13 C12 C11 120.1(4) . .
O6 C16 O5 121.3(4) . .
O6 C16 C10 121.6(4) . .
O5 C16 C10 117.0(5) . .
C5 C4 C3 120.4(4) . .
C4 C3 C2 121.5(4) . .
O3 C8 O4 122.8(4) . .
O3 C8 C6 119.2(4) . .
O4 C8 C6 117.9(4) . .
O7 C15 O8 120.4(4) . .
O7 C15 C14 125.7(4) . .
O8 C15 C14 113.9(4) . .
C20 C19 C18 116.6(4) . .
C20 C19 C24 123.7(4) . .
C18 C19 C24 119.7(4) . .
C17 C18 C19 120.4(4) . .
C19 C20 C21 120.8(5) . .
N1 C21 C20 119.3(5) . .
N1 C17 C18 121.2(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C17 1.315(6) .
N1 C21 1.328(6) .
C24 C24 1.317(8) 2_576
C24 C19 1.459(6) .
C31 C36 1.396(7) 2_676
C31 C38 1.411(7) .
C31 C32 1.417(7) .
C36 C38 1.382(7) .
C36 C31 1.396(7) 2_676
C36 C35 1.436(7) .
C33 C39 1.347(11) 2_676
C33 C32 1.373(10) .
C35 C39 1.319(10) .
C39 C33 1.347(11) 2_676
C1 C2 1.391(5) .
C1 C6 1.410(5) .
C1 C9 1.509(5) .
O3 C8 1.248(5) .
O8 C15 1.321(5) .
O4 C8 1.275(5) .
C9 C10 1.393(6) .
C9 C14 1.421(5) .
O1 C7 1.321(5) .
O2 C7 1.208(5) .
O6 C16 1.221(5) .
O5 C16 1.302(5) .
C14 C13 1.395(5) .
C14 C15 1.465(6) .
C6 C5 1.395(5) .
C6 C8 1.493(6) .
C2 C3 1.403(5) .
C2 C7 1.470(6) .
C13 C12 1.369(6) .
C11 C10 1.386(6) .
C11 C12 1.388(6) .
O7 C15 1.196(5) .
C10 C16 1.513(6) .
C5 C4 1.372(5) .
C4 C3 1.376(6) .
C19 C20 1.368(6) .
C19 C18 1.406(6) .
C18 C17 1.334(6) .
C20 C21 1.377(6) .
